Vacation Sweepstakes and Giveaways 2026
Vacation Giveaways
Found 31 total
Enter the Tommy Bahama National Plan Your Vacation Day Giveaway for a chance to win an incredible trip for two to the Tommy Bahama Miramonte Resort & Spa in Indian Wells, CA. This amazing prize package includes round-trip airfare, a 3-night hotel stay, two 50-minute spa treatments, a $250 resort credit, and a $500 Tommy Bahama gift card. With an approximate retail value of over $3,640, this giveaway is a dream come true. Eligible participants can enter to win this fantastic prize, courtesy of Tommy Bahama, by participating in the sweepstakes before the deadline.
Win $3,640 in value – Tommy Bahama National Plan Your Vacation Day Giveaway - Enter Now
Get ready to win big with the Resorts World Catskills National Plan For Vacation Day Social Media Giveaway! Enter to win an unforgettable 2-night stay for 2 adults at a destination of your choice: Resorts World Catskills, New York City, or Bimini. This exciting sweepstakes is hosted by Resorts World Catskills and offers a fantastic prize. Don't miss your chance to win - enter now for free! Giveaway ends on Thursday, January 29, 2026, so act fast. Resorts World Catskills is giving you the opportunity to make your vacation dreams come true.
Enter the Club CarWash Vacation $5000 Giveaway for a chance to win a $5,000 vacation prize, awarded in gift cards. This exciting sweepstakes offers a single winner a non-transferable prize with no substitutions or cash alternatives, unless otherwise determined by the Sponsor, Club CarWash. Join the giveaway for free and take a shot at the $5,000 prize, courtesy of Club CarWash.
Win $5,000 in value – Club CarWash Vacation $5000 Giveaway - Enter Now
Enter the Coca-Cola Presents Lazy Dog Jackson Hole Vacation Sweepstakes for a chance to win an epic getaway. One lucky winner will receive a 3-day, 2-night trip to Jackson Hole Mountain Resort, complete with hotel accommodations, roundtrip airfare courtesy of Delta Air Lines, and lift tickets. The Grand Prize, valued at $4,800, is perfect for a winter adventure with up to three guests during the 2025-2026 season, ending April 12, 2026. Join Coca-Cola for this amazing giveaway and take a shot at a free vacation. Coca-Cola is giving you the opportunity to enter to win this incredible prize.
Win $4,800 in value – Coca-Cola Presents Lazy Dog Jackson Hole Vacation Sweepstakes - Enter Now
Get ready to embark on a journey of a lifetime with the Expedia Cruises Win a Dream Vacation 2026 Sweepstakes! Enter to win an incredible Rocky Mountaineer Vacation for two, valued at up to $8,000, complete with airfare included. This ultimate getaway is courtesy of Expedia Cruises™. Don't miss your chance to win - enter now for free! Sweepstakes ends at 11:59 pm PST on Sunday, November 1, 2026. Expedia Cruises™ is giving you the opportunity to make your dream vacation a reality.
Win $8,000 in value – Expedia Cruises Win a Dream Vacation 2026 Sweepstakes - Enter Now
Enter the Vero Magazine and Veronique Et Les Fantastiques Walt Disney World Resort Sweepstakes for a chance to win an unforgettable 5-night, 6-day vacation at Walt Disney World Resort in Florida, valued at over $11,000 USD. Eight grand prize winners will be selected in a draw on February 26, 2026, at 9:00 AM ET. Don't miss this free entry opportunity to win a magical prize courtesy of Vero Magazine and Veronique Et Les Fantastiques.
Enter the Hope Gilliam Gift Card Giveaway for a chance to win a $100 Onboard Credit on your next cruise booking, courtesy of Hopeful Vacations. This exciting sweepstakes offers a free entry to win a valuable prize. The contest is open until Sunday, January 31, 2026, at 11:59 PM EST, so be sure to enter to win before the deadline. With Hopeful Vacations, you can enjoy a fantastic cruise experience, and now you can win a prize to make it even more special, courtesy of Hopeful Vacations.
Win $100 in value – Hope Gilliam Gift Card Giveaway - Enter Now
Enter the Divi Hotels Marketing, Inc. 5-night/6-Day Caribbean Vacation Giveaway for a chance to win an unforgettable Caribbean escape. One lucky winner will enjoy a 5-night, 6-day vacation for 2 adults at a stunning Divi Resorts destination in ARUBA, BARBADOS, BONAIRE, ST. CROIX, or ST. MAARTEN. The prize includes accommodations in a Hotel Guest Room or Studio Suite, plus complimentary Bed & Breakfast Daily. To win this incredible prize, enter by February 1, 2026. Note that airfare, transportation, and meals (excluding daily breakfast) are not included, and travel must be completed by December 19, 2026, with blackout dates applying. Don't miss this opportunity to win a free Caribbean vacation, courtesy of Divi Hotels Marketing, Inc.
Win $2,500 in value – Divi Hotels 5-night 6-Day Caribbean Vacation Giveaway - Enter Now
Enter to win the CruiseOne $10,000 Vacation Sweepstakes for a chance to score a $10,000 travel credit with World Travel Holdings. This incredible prize can be applied to a new cruise, tour, or resort vacation with CruiseOne or Dream Vacations, covering costs like cabin fare, taxes, and gratuities. Eligible trips include those with featured cruise lines or preferred partners like American Airlines Vacations and Sandals Resorts. With no cash value, this prize must be redeemed by December 15, 2026, and is subject to additional terms. Courtesy of CruiseOne, this free entry sweepstakes offers a thrilling opportunity to win a dream getaway valued up to $10,000 USD with World Travel Holdings, specifically through CruiseOne.
Win $10,000 in value – CruiseOne $10,000 Vacation Sweepstakes - Enter Now
Travel Best Bets has partnered with WestJet Vacations to give one lucky follower a $500 travel voucher, with the giveaway running until January 30, 2026.
Win $500 in value – Travel Best Bets Westjet Vacations Giveaway - Enter Now
